Benzotriyne

From Wikipedia, the free encyclopedia
  (Redirected from Cyclohexahexaene)
Jump to: navigation, search
Benzotriyne
Identifiers
Jmol-3D images Image 1
Properties
Molecular formula C6
Molar mass 72.06 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

Benzotriyne or cyclo[6]carbon is a hypothetical chemical compound, an allotrope of carbon with molecular formula C6. The molecule is a ring of six carbon atoms, connected either by alternating triple and single bonds or by double bonds.[1] It is, therefore, a potential member of the cyclo[n]carbon family.

There have been a few attempts to synthesize benzotriyne, e.g. by pyrolysis of mellitic anhydride,[2] but without success (as of 2011).

Recent investigations have concluded that benzotriyne is unlikely to exist due to the large angle strain.[citation needed] A likely alternative would be a cyclical cumulene called cyclohexahexaene, which should itself be a metastable species.

References[edit]

  1. ^ George A. Adamson and Charles W. Rees (1996). "Towards the total synthesis of cyclo[n]carbons and the generation of cyclo[6]carbon". J. Chem. Soc., Perkin Trans. 1 (13): 1535–1543. doi:10.1039/P19960001535. 
  2. ^ Ellis K. Fields, Seymour Meyerson (October 1966). "Arynes by Pyrolysis of Acid Anhydrides". J. Org. Chem. 31 (10): 3307–3309. doi:10.1021/jo01348a046.